Family-friendly vacation rentals in Woodridge

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Top-rated family-friendly rentals in Woodridge

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Guest favorite

Cabin in Livingston Manor

4.97 out of 5 average rating, 281 reviews

Experience The Zen House

Enjoy your own private indoor HD movie theater with 5.1 Bose Surround Sound and leather recliner seats, a spa with a cold plunge pool and sauna, and a hot tub to reach the maximum level of relaxation. Play a game of ping pong, enjoy the fireplace outside and inside along with 5 acres! Here are some of the key amenities: -Hot Tub (2021) -Sauna & Cold Plunge Pool -Private 12 Person Movie Theater (you can plug in your device) -Table Tennis/Ping Pong and much more! Check us out on ig: @zenhouseny

Guest favorite

Cabin in Smallwood

4.85 out of 5 average rating, 223 reviews

Comfortable Catskill Cabin minutes to Bethel Woods

Comfortable, private home very close to Bethel Woods on a quiet dead-end street in a desirable mountain lake community. Two bedrooms & a loft, WiFi, heat/AC, deck with BBQ grill, picnic table & fire pit. In the heart of the Sullivan County Catskills centrally located to the many attractions this vacation recreation area has to offer: site seeing, concerts, hiking, camping, skiing, breweries/wineries, boating, parks, antiquing, casinos, wedding venues, museums, Delaware River, hunting/fishing etc

Guest favorite

Guest suite in Montgomery

4.95 out of 5 average rating, 459 reviews

Garden View Guest Cottage

Located under 15 min. to Stewart Airport...1 mile to City Winery , nearby Angry Orchards , 1/2 hour to West Point Charming cottage setting located in the village of Montgomery, NY, Come for the day or stay for a few to take in all this historic area has to offer. Walk to some of the best restaurants in Orange County or simply read a book in the gardens... Truly a great value since it's a true "apartment " like setting..not just a room, with all the conveniences and sleeps up to 6 people

Guest favorite

Home in Bloomingburg

4.8 out of 5 average rating, 513 reviews

Δ Scenic Hiking Paradise with Deck and Fire Pit!

Relax at this peaceful place atop the Shawangunk Mountain Ridge. You'll enjoy plenty of room at this wooded oasis! • On 2 wooded acres • Beautiful area • Deck off kitchen w nice grill • Lawn fire pit w seating & string lights • Adjacent to 1600 acres of State Forest with official hiking trails & Amazing Views right near house • EXTRA Professional Covid Cleaning • Home gym & treadmill • 3 bedrooms • Large living room with 2 sleeper sofas • Near great outdoor and indoor attractions

Guest favorite

Chalet in Cragsmoor

5 out of 5 average rating, 237 reviews

Scandinavian-Style Chalet with Scenic Views

Wake up to hilly views from this Scandinavian-inspired chalet boasting wood-paneled cathedral ceilings, sharp furnishings, and concrete floors. Share a glass of wine with a friend beside a sleek fireplace and live-edge coffee table in a chic living area. Please inform the host if you plan to bring a dog as there is a 15 pound weight limit. Maximum number of guests/visitors/people permitted on the property is 2. The owner lives on the property and is available for anything guests may require.

Guest favorite

Cabin in Smallwood

4.97 out of 5 average rating, 230 reviews

Beautiful & Secluded Streamside Catskills Cabin

Private & secluded Smallwood cabin sleeps 6. See & Hear the stream flowing when you pull up. Large great room with fireplace & windows overlooking backyard stream. 1 master bedroom, 1 separate guest room, 1 open sleep loft (2 twin beds). Enjoy evenings on the deck, or by the outdoor fire pit listening to the stream that leads to a small waterfall. Enjoy the swim pit right in your backyard! Outdoor Shower! Close to Bethel Woods, hiking & White Lake dining. Minutes to Toronto Reservoir.

Superhost

Bungalow in Woodridge

4.92 out of 5 average rating, 102 reviews

Outlier Inn Bungalow on Farm Upstate Catskills

The Outlier Inn is a bucolic 12-acre farm in NY’s southern Catskill mountains, 90 miles from NYC. The Inn offers a peaceful, inspiring break from life in the Big City. Our sheep, goats, alpacas, and chickens are accessible to guests as well as our Barn Shop, which sells local goods and produce. There are a total of 12 rental listings on the property and we also offer full property rentals to groups. We guarantee a private experience even when there are other guests on-site.

Guest favorite

Tiny home in New Paltz

4.99 out of 5 average rating, 788 reviews

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Guest favorite

Guesthouse in Mongaup Valley

4.99 out of 5 average rating, 388 reviews

Good Vibes Studio in the Woods

Hi! We're Jen, Jacob, and Jude. Welcome to our peaceful studio apartment with good vibes. One memory foam queen bed and one futon. Whether you want to just get away and enjoy the woods or need a place to crash that is super close to Bethel Woods, Resorts World Casino, Kartrite Waterpark and all of the delicious White Lake restaurants, our studio is the place for you! And we are right next door if you need anything at all. Come experience Mother Nature with us!

Guest favorite

Farm stay in Callicoon

4.96 out of 5 average rating, 201 reviews

Country road please take me home!!

Are you looking for rest & relaxation or fun in the Catskills. Come enjoy our warm, cozy home away from home. Our guest mobile home is located on a quiet country back road, but yet close to dining and outdoor activities that the Catskills has to offer, rafting down the Delaware & enjoying concerts at Bethelwoods. The possibilities are endless. We now have Spectrum internet. Please note that we do reside on an active farm. This could be a wonderful experience!

Guest favorite

Home in New Paltz

4.97 out of 5 average rating, 728 reviews

Victorian Haven

Victorian Haven is located near the Shawangunk Mountains that extends for over 20 miles and reaches 2,200 feet in height at Sam's point, the highest elevation on the ridge. In addition, the Wallkill River provides unspoiled and picturesque spots for hiking, fishing and/or picnics. Gardiner has a beautiful rail trail that follows the path of the 1860's railroad and provides a great opportunity to hike, bike or ski.

Guest favorite

Cottage in Parksville

4.96 out of 5 average rating, 279 reviews

Rolling River Guest House ~ Cozy & Fun

This charming, private guest house used to be the Rolling River Café, converted into a cozy space with a pellet stove, a queen bed upstairs and futons upstairs and down. Perfect for 1 to 4 guests, such as 2 couples, 3 friends, or a family of 3 or 4. It is private - no sharing with any other guests. It has an open floor plan on both floors.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Woodridge family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favorite

Rental unit in New Paltz

4.96 out of 5 average rating, 511 reviews

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Superhost

Home in Olivebridge

4.92 out of 5 average rating, 444 reviews

Mountain-Top Catskills Getaway Cabin w/hot tub

Superhost

Cabin in Swan Lake

4.83 out of 5 average rating, 195 reviews

Stunning Sullivan County Cabin w/HotTub/Spa &Pool

Guest favorite

Guesthouse in Beacon

4.94 out of 5 average rating, 381 reviews

Cozy Mountainside Suite - Minutes from Beacon

Superhost

Chalet in Callicoon

4.83 out of 5 average rating, 241 reviews

Bethel Woods Majestic Rolling Hills AFrame w Views

Guest favorite

Cabin in Roscoe

4.94 out of 5 average rating, 201 reviews

Roscoe Retreat

Guest favorite

Cabin in Cochecton

5 out of 5 average rating, 130 reviews

Log Cabin * Hot Tub * Sauna * 4.6 mi. Bethel Woods

Guest favorite

Home in Neversink

4.98 out of 5 average rating, 212 reviews

Modern Riverside Retreat with Firepit, Hot tub

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Family- and pet-friendly home rentals

Guest favorite

Farm stay in Goshen

4.87 out of 5 average rating, 327 reviews

Bright Farm House- Tranquil setting

Guest favorite

Home in Cochecton

4.9 out of 5 average rating, 546 reviews

Woodsy Retreat, Sunny Home with Paths and Stream

Guest favorite

Home in Stone Ridge

4.96 out of 5 average rating, 135 reviews

Secluded Oasis w/ Screened Porch In Stone Ridge

Guest favorite

Tiny home in Shandaken

4.9 out of 5 average rating, 279 reviews

Tiny House in Central Catskills

Superhost

Cabin in Saugerties

4.88 out of 5 average rating, 433 reviews

Container Cabin in the Catskills

Guest favorite

Cabin in Arkville

4.97 out of 5 average rating, 312 reviews

Solace: perfect for all seasons; near Belleayre Mt

Guest favorite

Guesthouse in Woodstock

5 out of 5 average rating, 344 reviews

Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star

Guest favorite

Cabin in Woodstock

4.93 out of 5 average rating, 688 reviews

Byrdcliffe Artist Studio (27.1-1-70)

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Family-friendly home rentals with a pool

Guest favorite

Home in Woodstock

4.89 out of 5 average rating, 157 reviews

The Shula | Farmhouse | Fire pit, Hot tub, Pool

Superhost

Home in Mount Tremper

4.93 out of 5 average rating, 200 reviews

Zen, Modern, Glass - Indoors meets Outdoors

Guest favorite

Home in New Paltz

4.98 out of 5 average rating, 468 reviews

midcentury mod fireplace walk 2 hiking trl/village

Guest favorite

Guesthouse in Olivebridge

4.92 out of 5 average rating, 266 reviews

Sweet Fern Cottage With Saltwater Pool

Guest favorite

Home in Saugerties

4.96 out of 5 average rating, 160 reviews

Lux 1800's renovated farmhouse w/hot tub+pool

Superhost

Home in woodstock

4.86 out of 5 average rating, 504 reviews

CABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN

Guest favorite

Home in Kerhonkson

4.95 out of 5 average rating, 346 reviews

Cozy Country Cabin for Dogs, Families & Friends

Guest favorite

Home in Cold Spring

4.94 out of 5 average rating, 162 reviews

Cozy, Modern Retreat in the Woods of Cold Spring

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Quick stats about vacation rentals that are family-friendly in Woodridge

Total rentals
10 properties
Nightly prices starting at
$110 before taxes and fees
Total number of reviews
660 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Woodridge Supermarket, Cong. K'hal Yereim of Woodridge, and Woodridge Shul - Ohave Shalom Synagogue

Family-friendly vacation rentals in Woodridge

Top-rated family-friendly rentals in Woodridge

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Woodridge family-friendly rentals

Family-friendly home rentals with a hot tub

Rental unit in New Paltz

Home in Olivebridge

Cabin in Swan Lake

Guesthouse in Beacon

Chalet in Callicoon

Cabin in Roscoe

Cabin in Cochecton

Home in Neversink

Family- and pet-friendly home rentals

Farm stay in Goshen

Home in Cochecton

Home in Stone Ridge

Tiny home in Shandaken

Cabin in Saugerties

Cabin in Arkville

Guesthouse in Woodstock

Cabin in Woodstock

Family-friendly home rentals with a pool

Home in Woodstock

Home in Mount Tremper

Home in New Paltz

Guesthouse in Olivebridge

Home in Saugerties

Home in woodstock

Home in Kerhonkson

Home in Cold Spring

Quick stats about vacation rentals that are family-friendly in Woodridge

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

Destinations to explore